Aprindine
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Aprindine
structure -
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CAS No:
37640-71-4
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Formula:
C22H30N2
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Chemical Name:
Aprindine
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Synonyms:
1,3-Propanediamine,N1-(2,3-dihydro-1H-inden-2-yl)-N3,N3-diethyl-N1-phenyl-;1,3-Propanediamine,N-(2,3-dihydro-1H-inden-2-yl)-N′,N′-diethyl-N-phenyl-;N1-(2,3-Dihydro-1H-inden-2-yl)-N3,N3-diethyl-N1-phenyl-1,3-propanediamine;Aprindine;Aprindin;AC 1802;Aprinidine;Lilly 99170;Compd 99170
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CAS No:
Description
Solid
Solid
Aprindine is a member of indanes.|Aprindine is a cardiac depressant used in arrhythmias.|A class Ib anti-arrhythmia agent used to manage ventricular and supraventricular arrhythmias.
Aprindine Basic Attributes
322.496
322.49
5Y48085P9Q
284614
DTXSID3022615
C - Cardiovascular system
2921590090
Drug Information
Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade. (See all compounds classified as Anti-Arrhythmia Agents.)|A class of drugs that inhibit the activation of VOLTAGE-GATED SODIUM CHANNELS. (See all compounds classified as Voltage-Gated Sodium Channel Blockers.)
Aprindine has known human metabolites that include Desethylaprindine, N-[3-(N,NDiethylamino)propyl]-N-phenyl-2-aminoindan-5-ol, and p-Hydroxyphenylaprindine.
Amidonal
Aprindine Use and Manufacturing
Indane is oxidized to get indanone-2, then condensed with aniline, hydrogenated to get indamine, and finally condensed with diethylaminochloropropane. The above condensation process is as follows: Take 10.4g of N-phenyl-2-aminoindene (indeneamine) and 2.5L of benzene into a 5L reactor, add 37g of sodium amide in a nitrogen atmosphere, and stir at room temperature for 3h. Then 119.7g of γ-chloropropyldiethylamine was quickly added, and after stirring for 1 hour at room temperature, it was refluxed for 21 hours under nitrogen. The reaction was allowed to cool and poured into ice, and the aqueous phase was extracted with 500 ml of benzene. The benzene extract was washed twice with 200ml of water, and benzene was removed by evaporation. The residue was treated with 500ml of 2mol/L hydrochloric acid, and the solution was evaporated to dryness. The oily residue was recrystallized with ethanol to obtain 176.9g of indenepropylamine dihydrochloride. The rate is 84.9%, and the melting point is 208-210°C. Treat the dihydrochloride aqueous solution with an appropriate amount of caustic soda to obtain monohydrochloride with a melting point of 120-121°C.
This product is an antiarrhythmic drug. The hydrochloride salt is generally used, C22H30N2·HCI=358.96, Amidonal, Fibocil, Fiboran, [33273-74-0]. Its electrophysiological effect is similar to lidocaine, and it is a myocardial cell membrane inhibitor. It has a strong and long-lasting effect and is suitable for the prevention and treatment of suffocation and supraarrhythmia. Taking this product has side effects such as dizziness, tremor and insomnia. The LD50 of mice injected intraperitoneally was 20mg/kg. The product is produced in the United States, Germany, Belgium, Australia, the preparation process is simple, and the cost is low.
Pharmaceuticals